Family-friendly vacation rentals in Gulf Gate Estates

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Gulf Gate Estates

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Sarasota

4.93 out of 5 average rating, 477 reviews

La Casetta: "the little house" near to the beaches

La Casetta means, in Italian, little house. Set in a private, peaceful, mature Florida tropical garden, a real hideaway. I am proud of the cleanliness of our property, however in this new reality that we live in, we do carry out enhanced cleaning and sanitizing between guests. We also practice social distancing, insofar as guests have their own part of our luscious back garden as well as your own entrance. La Casetta has 1 queen sized bed, bathroom & kitchenette. Wifi & Netflix available.

Guest favorite

Guest suite in Sarasota

4.94 out of 5 average rating, 505 reviews

Studio Apartment. Priv Yard. 5 min to Siesta Key!

Self checkin. Includes kayak and bikes! You’ll love my place because of the coziness, the high ceilings, and the location. My place is good for couples, solo adventurers, and business travelers. Converted garage space. Your own private fenced back yard, kitchenette, fridge, private bathroom, Amazon Firestick with Netflix, Hulu and dock/boat ramp just 30 sec from your door and in a beautiful neighborhood. Just a 10 min bike ride to Siesta Key. The #1 beach in America! What more could you ask for!

Guest favorite

Home in Sarasota

4.88 out of 5 average rating, 145 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Guest favorite

Guesthouse in Sarasota

4.97 out of 5 average rating, 264 reviews

Sarasota guest house only 8 miles to Siesta Key

Our Florida-themed guest house has everything you need to enjoy your vacation in beautiful Sarasota, Florida. It is a very comfortable, clean and private one bedroom and one bathroom guest house. It is a completely separate space and has it's own private entrance. It is conveniently located in a quiet, safe neighborhood near Interstate I-75, Shopping, Dining, Twin Lakes Park, Serenoa Golf Course, Myakka River State Park and just 8 miles from the #1 beach in the U.S. - Siesta Key Beach.

Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 224 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

Guest favorite

Rental unit in Sarasota

4.94 out of 5 average rating, 143 reviews

Super Clean! 2/2 condo Walk to SKey!

2 bedroom condo very close to Siesta Key (3 min. drive or 20 min. walk). All updated (including all new flooring and bathroom tiles since these photos)! Even nicer than before! Have it all: Spacious condo in a peaceful setting. Just a few minutes drive over the south bridge to Siesta Key. Walking distance to great restaurants and shops on and off the key. Everything is within easy access by walking, car, bike, or free beach shuttle service. Come enjoy everything Sarasota has to offer.

Guest favorite

Home in Sarasota

4.95 out of 5 average rating, 195 reviews

The Oasis-Heated Private Pool Hot Tub-5mi to beach

"The Oasis" is a newly renovated beach cottage with a heated private pool & hot tub in the heart of Sarasota. It's 5 miles to the #1 beach in the USA, Siesta Key Beach. The cottage offers 2 bedroom & 2 bath, with a bonus room which can be used to sleep 6 comfortably. The one-of-a-kind fully private, fully enclosed backyard includes heated pool, hot tub, BBQ grill, outdoor dining table & fire pit for snowbirds & families to enjoy Florida living in style!

Guest favorite

Guesthouse in Sarasota

4.98 out of 5 average rating, 254 reviews

Casita Lantana, a 1925 cottage in a Tropical Oasis

Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area offers. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.

Guest favorite

Guesthouse in Sarasota

4.87 out of 5 average rating, 399 reviews

The Cottage, very close to Siesta Beach!

The cottage was built in 1926 and is in a Historic Neighborhood. Our location is a 10 min car ride or 25 min bike ride to the #1 Rated Siesta Key Beach and a short stroll to popular eateries and shopping areas. The cottage is cozy and has all the essentials of home. Private entrance, backyard, kitchenette with a full fridge. Ideal for 2 people but can accommodate more. Dogs welcome

Guest favorite

Island in Sarasota

4.97 out of 5 average rating, 317 reviews

New NOV Openings! Sarasota #1 Lux BEACH Villa

BOOK 2024 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Guest favorite

Home in Sarasota

4.92 out of 5 average rating, 194 reviews

Cottage Getaway 2 miles from Beach

Cottage style decor. Private fenced backyard with screened porch, outside eating, gas grill & hammock. Laundry room with washer & dryer. Shopping, grocery store, movie theater & lots of dinning choices 1-2 miles. Easy parking in driveway. Very Convenient location. The #1 Beach is 2 miles away. ***Please note this is a NON-SMOKING & NON PET home***

Guest favorite

Guest suite in Sarasota

4.94 out of 5 average rating, 236 reviews

2 Miles to Siesta Key

Comfortable Accommodations with Private Entrance & Quiet Surroundings. This is a Private Guest Suite in a home with a king size bed, full bathroom, and kitchenette with sink and countertop, fridge and freezer, microwave, and coffee maker. This provides ample utility to prepare simple meals but is not suitable for cooking since there is no stove or oven.